
Holiday rentals with a pool in Captiva
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Captiva
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Villa Cecilia 1015
NEW!! Escape to the exquisite Villa Cecilia in SW Cape Coral! This meticulously designed 3-bedroom, 2-bathroom home on a gulf access canal promises a luxurious retreat. Dive into the refreshing pool, unwind in front of Smart TVs, and stay connected with complimentary high-speed internet. Step outside to a peaceful outdoor haven, ideal for relaxation and alfresco dining. Conveniently located near shopping and the vibrant Cape Harbor, this home offers both convenience and luxury. Deluxe amenitiies

Steps to Beach Captiva Includes CLUB & Golfcart
HOST PAYS AIRBNB FEE WINTER SPECIALS Golf Cart and Club amenities Included North Captiva Island Cottage! Just steps away from the Gulf's pristine shores, this cozy retreat offers a private hot tub, perfect for families and beach enthusiasts. Enjoy modern amenities, a well-stocked pantry, and a complimentary golf cart to explore the island. Pet-friendly(small fee) accessible by ferry, boat, or plane. With beach gear, access to the club pool, and unbeatable proximity to the beach STAY WITH US

Amazing Captiva Bayside Villa
Experience the nicest remodeled & decorated coastal 1-bedroom 2-bathroom villa on Captiva! Designed for ultimate relaxation with great bayside water views, all within the South Seas gated community. The villa has a spacious bedroom with a luxurious king bed, living room with a pull-out sleeper sofa, to accommodate guests. Enjoy the scenic bay views and wake-up every morning to amazing sunrises! Walk to the pristine beach and explore fine dining and shops just outside the resort gates

Modern Captiva Retreat I Pool/Spa I Prime Location
Escape to "Happy Daze," a luxurious retreat in Captiva Village, just steps from pristine beaches, shops, and dining. Recently refreshed, this 5-bedroom, 5.5-bathroom home features a modern design, elegant finishes, and a warm ambiance, perfect for families and groups. Enjoy a private outdoor space with a kitchen, BBQ, pool/heated spa, ping pong, and pool table. Inside, find 10 TVs, beach gear, and high-speed Wi-Fi. Occupancy: 12 Guests Parking: 4 Spots No Pets Allowed Beds: K/Q/Q/F/T/T/T/T

Sunny Sanibel - Gorgeous Loggerhead Walkout Unit
Loggerhead Cay 351 is a fantastic ground floor walk out condo residence in the sought after Loggerhead Cay development of Sanibel`s East End. "Sunny Sanibel" features two spacious bedrooms and bathrooms, a fully equipped kitchen, direct Gulf views, and a walk out patio, this residence is both beautiful and functional! With resort grade amenities including tennis, pickleball, Olympic sized heated swimming pool, shuffleboard, and community grills, guests will surely return year after year!

Blue Laguna - Vacation in paradise!
Beautiful and welcoming are just two words to describe this magnificent, 4 story home with heated private pool and sweeping 360 degree water views from the observation deck. Blue Laguna features 3 bedrooms and 3 full baths allowing this home to sleep up to 6 people. Two screened in lanai's so you can sit and enjoy the island breeze and leave the sliding doors open for a true island nature experience during the colder seasons. A golf cart for 4 persons is also included in the rental.

Sanibel Beachfront Condo | Shelling Paradise
Beachfront 2BR/2BA condo on beautiful Sanibel Island, famous for world-class shelling and sunsets. Enjoy Gulf views from the living room and master bedroom. Includes a fully equipped kitchen, open living area with sleeper sofa. Full size washer and dryer are in the unit. The Pool and tennis court are currently under construction Free parking and direct beach access. Perfect for families, couples, or friends looking to relax, explore, and experience the natural beauty of Sanibel Island.

South Seas Resort Beach Villa 🌴 On The Beach !
South Seas Beach Villa 2527 is located directly on the beach. The beautiful sunsets over the Gulf of Mexico, along with the condo pool can be viewed from the private lanai. This updated unit has one king size bed located in the bedroom and pull out queen size sleeper sofa. The kitchen is fully stocked, there is an inside and outside dining table. You will have access to the beach, pool, pickleball, tennis courts, beach chairs & towels and BBQ grills located in the front of the unit.

Fredrickson's Corner
Fredrickson’s Corner is newly renovated (2023) and oozes old school captiva cottage charm! Home is steps to Captiva’s world famous beaches and Village and features 3 bedrooms / 2 baths. Our beach house is tastefully decorated with modern finishes and touches. With vaulted ceilings and numerous windows the sun shines bright. The master suite is large and spacious and the guest rooms offer plenty of comfort for family and guests. Pool and hot tub get amazing sun all day!

The New & Beautiful Bauhinia! 3BR/2BA 2 King Beds
Coming Soon – The New & Beautiful Bauhinia! 🌴🌊 Currently under construction for a fresh and stunning new look! Get ready to experience Bauhinia, a beautifully updated private vacation home in the heart of Captiva Island. Located just one block from the pristine Gulf beaches and a half-block from the Bay, this prime location offers easy access to Captiva’s blue waters, top fishing spots, and boating adventures. Plus, it’s within walking distance to everything.

Coastal Chic Island Escape
Just 150 yards from Sanibel's peaceful beach, our home offers unmatched luxury: direct beach access, a heated saltwater pool, private pickleball/tennis court, and sea-view dining. A king suite, additional king bedroom, playful bunk room, and separate apartment provide comfort for all. Perfect for those seeking a serene escape, our home is not suited for loud gatherings or parties. Please help us preserve the tranquility of this special place. 28-day minimum.

New Villa Alhambra Lake at the lake-gameroom-dock
Brand new villa with heated infinity pool, spa/whirlpool and low-water area in waterfront south-facing orientation including fantastic views over Lake Alhambra for sole use. Modern and tastefully furnished villa in an absolutely quiet cul-de-sac. The concept and focus of the house are on the unique lake and the extremely spacious outdoor area, which invites you to relax, linger and recharge your batteries. New Gameroom
Popular amenities for Captiva rentals with a pool
House rentals with a pool

Mangoes (Right Side)

Tropical Oasis! 1 Mile to Beach! Heated Pool & Spa

561 Blue Haven Retreat · 2000 Steps to the Beach

1 minute to Beach & Heated Pool, SH Club, G-Cart

Private Dock+Kayak Launch+Bar w/Swings & Golf Cart

2/2 SandDollars, CLUB, Boat Slip

NamaStay - Luxury 4BR w Private Heated Pool

Villa Sunset Serenade II
Condo rentals with a pool

South Seas Serenity Luxury Beach Condo

**Sanibel Island's Best Kept Secret

Sundial P204- Dreamy Beachfront Condo on Sanibel

Spectacular Sanibel condo near beach with pool

View of Gulf, Steps to Beach@The Turquoise Turtle

Beachfront ground floor - Sanibel - Sandalfoot 1C1

100+ 5 Star Reviews and Right on The Beach!

Stay With Us In Our Tropical Paradise Suite
Other holiday rentals with a pool

south seas beach cottage 1411

Captiva Hideaway on Old Lodge Lane

Gumbo Limbo North Captiva

Beachcombers Pool Getaway

Seabreeze Sanctuary

Villa Bel Air - right on the river - pool and spa

Sunrise Bay - North Captiva 2 carts!

Lollipop
When is the best time to visit Captiva?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $894 NZD | $932 NZD | $1,006 NZD | $992 NZD | $747 NZD | $707 NZD | $618 NZD | $642 NZD | $602 NZD | $616 NZD | $685 NZD | $833 NZD |
| Avg. temp | 16°C | 18°C | 19°C | 22°C | 25°C | 27°C | 27°C | 28°C | 27°C | 24°C | 21°C | 18°C |
Quick stats about holiday rentals with a pool in Captiva

Total holiday rentals
Explore 340 holiday rentals in Captiva

Nightly prices starting at
Captiva holiday rentals start at $224 NZD per night before taxes and fees

Verified guest reviews
Over 3,360 verified reviews to help you choose

Family-friendly holiday rentals
260 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
230 properties have a dedicated workspace

Wi-Fi availability
340 of Captiva holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Captiva rentals

4.7 Average rating
Captiva stays receive an average rating of 4.7 out of 5 from guests
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